Glamping near Windsor

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Windsor packs over 300 glamping spots, each designed for travelers who want comfort with their outdoors. Expect everything from safari tents perched on hillsides to cabins tucked beside trout streams. Nightly prices average $125, but you’ll find solid options at $30 if you book ahead. The best-rated sites—like Grateful Acres Vermont (283 reviews), Green Mountain Getaway (261 reviews), and Quarry Brook (257 reviews)—draw regulars who rave about fast wifi, reliable hot-tubs, and pet-friendly rules. You’ll wake up close to hiking trails, swimming holes, and horseback-riding routes that wind through the valley. Bring sturdy shoes, your favorite trail snacks, and a camera—the best views are just a short walk from your tent flap.

98% (4.4K)

Top-rated campgrounds

Know Town

2. Know Town

99%
(72)
24mi from Windsor · 3 sites · Tents, RVs, Lodging · Stockbridge, VT
A quiet, beautiful private setting with brook side camping, a large field or in the woods. Located three miles up on Stoney Brook road with a beautiful stretch of the brook passing through the property. Stoney Brook feeds into the White River, which has multiple amazing swimming and fishing holes, and is great for kayaking, canoeing, and tubing. On site activities include fishing, swimming, hiking, and skiing. Situated close to Killington, Woodstock and various local points of interest. Know Town welcomes well mannered pets (2 per site). We are 420 friendly and geared towards hosting those interested in arts, music, meditation, and ecology. We are currently building a Geodesic dome that will be available to rent soon. However it is currently a bit of a construction site, so pardon the appearance. Also, it should be noted that there is currently no Wi-Fi or cell service. Please be aware that Vermont prohibits out-of-state Firewood. In the future we hope to have firewood for sale, until then firewood can be purchased locally. There is also plenty of dead wood on our property to scavenge.
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$40
 / night
Riverside Retreat and Tiny Cabin

3. Riverside Retreat and Tiny Cabin

100%
(43)
43mi from Windsor · 5 sites · Tents, RVs, Lodging · Poultney, VT
Refreshing riverside retreat with tent sites, RV/camper parking, and tiny house cabin on over 5 acres, featuring sunny meadows, veggie garden plot, 4-wheeler paths, and seasonal direct access to snowmobile trails. The property is perfectly nestled near the Green Mountains and the White Mountains, with a swimming hole and river fishing available right in the backyard. Bike trails, walking trails and stunning motorcycle routes are all at your fingertips from the property. Village amenities, such as groceries, bike shops, convenience stores, cafes, restaurants, and laundromat are all in walking distance (about 1 mile or less). Lake St. Catherine State Park (hot showers here) and Lake Bomoseen and others are close by for fun park activities. Visit a local winery (Whaleback Vineyard), see how maple syrup is made (Thrall Road Maple), shop the neighboring farm stands for local eggs, produce and baked goods. Close regional access to hunting, skiing, snowboarding. Leaf peeping season is here at the riverside retreat! The leaves are turning such lovely colors around here right now. Blackberries and fiddleheads on the property! In the fall, feel free to collect crab apples from our 100+ year old former orchard. *When in season. New additions: 6-seater triple hammock stand with built in picnic table. Fire pits and hammocks now at all sites! Tent sites can accommodate multiple tents, for group camping. Multiple fields available for yard games. Can accommodate parties and celebrations. 10’x10’ or 10’x20’ pop up shade tents available to rent upon request (with or without sidewalls). Excellent site for photo shoots, glamping, stargazing, sunbathing, leaf peeping, bachelor/ette parties. Want us to stock a cooler for you? Charcuterie, snacks, meals, beverages, etc. available upon request, customizable to your dietary preferences. Coming with a special guest? We can also provide flowers, sweet treats, custom greeting cards, etc.
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$20
 / night
Streeter Mountain Farm

5. Streeter Mountain Farm

97%
(425)
32mi from Windsor · 46 sites · Tents, RVs, Lodging · NH
Streeter Mountain Farm is a recreation destination and permaculture farm nestled in the White Mountains of New Hampshire. We offer a variety of lodging options ranging in cost from tent camping and shared bunk rooms to private indoor lofts, tiny homes, and school buses. Streeter Mountain is a retreat destination for mountain biking, skiing, and hiking. Our onsite trails feature hand and machine-built features for riders of all skill levels. Under an hour of driving will get you to Mt. Moosilauke on the Appalachian Trail, renowned climbing at the Rumney Crags, and dozens of pristine NH lakes. Back on the farm, our swimming holes, hammocks, and communal fire pit offer peace and community connection after a full day of outdoor adventures. Guests are encouraged to recreate and restore amidst the natural beauty of our rural property, and explore our orchards and vegetable gardens. Quiet hours after 10pm please! 603-786-2366 No sewer hookups. Secluded spots for vehicles require high clearance and dry conditions.
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$15
 / night
Green Mountain Getaway

6. Green Mountain Getaway

99%
(357)
8.2mi from Windsor · 1 site · Lodging · Perkinsville, VT
A former farm now a 150 acre forested retreat. Mt Ascutney, a 3500' monadnock is to the north and view in excess of 60 miles to the south. Phone numbers on the wall of the cabin. The road has gotten quite rough with all the wet weather. 4wd with ground clearance is recommended. Total trip from our house is 320yd if your car is not up to the trip in. Curl up in front of the fire and relax. Marsh Billings farm museum in Woodstock has lots of Vermont Country store is close and Woodstock has unique shopping. Spacious one room camp, bunk bed, dinning table, and chairs. Sweeping view to the South. Swimming pond 5 minute walk. LP burner and some cooking utensils. Wood stove for those chilly nights. No electricity but LED battery lighting. l. Note that we do not charge a cleaning fee like some sites. We appreciate our guest leaving the camp as found. So far so good! Camp has the following: LP 2 burner cook top, pots and pans, dishes, flat ware, some spices and such. Fresh clean water will be at the camp when you arrive. The furnished jugs have been cleaned. If you still wish to bring your own drinking water please do so in reusable jugs. We are trying to limit plastic use. NOTE: Using GPS, Google map, or other device our address may come up as Perkinsville, Ascutney, or even Springfield even though the town is Weathersfield. Check the map and just confirm that Center Grove Rd is shown or called out as off of Weathersfield Center Rd. Firewood for the outside fire pit is available under extras. However if it has rained or raining you may want to bring kindling wood. We now have slab wood for sale if you do not want to rummage for wood in the forest PLEASE BRING YOUR OWN KINDLING WOOD FOR THE STOVE. Chunk wood is furnished for the inside stove. There is a splitting maul, snow shovel, and hatchet Check in and out times are flexible if no one is booked on either side. We have a level 2 EV charger listed under extras. And last but not least if wedding bells are in your future your host is a Justice of the Peace and can perform wedding services!
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$86
 / night
Great nighttime hangout spot at the fire pit under the pines!

7. Quarry Brook

97%
(380)
32mi from Windsor · 4 sites · Tents, Lodging · Putney, VT
It all started on a first date in Boston....Nick had to excuse himself to take a phone call. His cow had fled its pasture. Much to Tara's surprise in that moment, this man she had just met was finishing his engineering degree at Northeastern, but was simultaneously building a homestead in Vermont. Fast forward 7 years, and here we are, building the life we only dreamed of. We yearned for simplicity. Deeper connections to our surroundings and mother nature. A calmer sense of place. The satisfaction that comes from growing food. Creating with our hands. We're a working farm and homestead. Every day at Quarry Brook is a new adventure, and we wouldn’t have it any other way. We’re incredibly excited to share our little corner of southern Vermont and what we’re up to with you!
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$35
 / night
This cabin has everything you need and makes it feel like you've truly escaped.

8. Green Mountain Trails

99%
(325)
28mi from Windsor · 2 sites · Lodging · Pittsfield, VT
Hike or bike 2 miles into a completely secluded cabin on 600 acres with panoramic views of the Green Mountains. You’ll arrive to a cozy cabin that can comfortably sleep 2, or up to 4 if needed, equipped with a potbelly stove and basic cooking equipment.The mountain, once a source of wood for the Stanley Tool factory and a site for bridle trails in the summer and Nordic skiing in the winter, is now best known as a the birthplace of the Spartan Race and host of the infamous Death Races, as well being a popular mountain biking destination called the Green Mountain Trails. The trail system boasts 25 miles of flowy trails for all abilities as well as a stone staircase climbing from the base to the top of the trails at Shrek’s Stone Hut. Awake to an incredible sunrise and panoramic Green Mountain views after a night underneath a starry dome unblemished by city lights. Chilly evenings in the hut are easily tempered by a pot belly stove fed by seasoned wood. A built in bunk accommodates two people, but it’s possible to sleep up to four guests.
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$68
 / night
MalloRied Sugarwoods Cabin

10. MalloRied Sugarwoods Cabin

99%
(55)
25mi from Windsor · 1 site · Lodging · Royalton, VT
Nestled into a forest of mature Sugar Maples, this octagon cabin sits on 17 acres of wooded terrain that is about a 1/3 mile on a Private road off from a town road in Royalton, VT. **Driving to the cabin during the winter months is not available!** The property is 5 mins away from necessities, but still quiet, secluded and peaceful as you enjoy nature in a mature hardwood forest that surrounds you during your stay! This property is designated during the spring months for a state of the art maple sugaring operation, as well as a peaceful retreat to “unplug” and enjoy a weekend! There’s Trails to hike nearby, in the woods that surround you, Killington is 30 minutes away, 10 minutes from Silver Lake for canoeing and kayaking and the Barnard General Store. Many options to eat in the area and other events going on throughout the summer and fall months! Or, just find your self getting away from it all to enjoy the quaintness of this rustic cabin. You will find exactly what you will need here to support your glamping adventure! Solar power is set up to power the cabin as well as potable water can be provided onsite for drinking or cleaning the dishes/pots/pans that are also provide within the cabin. There is fire place outside for roasting marshmallows with firewood provided. Or to simply just sit back and enjoy, but feel free to cook your dinner on as well! There is a Full size bed and also two twin beds provided. Linens can be provided but it wouldn’t hurt to bring your sleeping bags just in case! ***During the winter months you will have to hike to the cabin!!*** Don’t be afraid to ask more questions if you are considering booking! This is a super cozy spot to take a night or two to unwind!! Bring your snowshoes, a sled and come enjoy this all this property has to offer!
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$100
 / night
Cozy Mountain Cabin

11. Cozy Mountain Cabin

99%
(146)
45mi from Windsor · 1 site · Lodging · Arlington, VT
This off the grid cozy family owned cabin is located in the town of Sunderland, Vermont. Surrounded by hundreds of acres of national forest, campers can enjoy the sounds of a swift stream flowing nearby, birds chirping in trees, and the rustling of leaves and branches in the breeze. This mountainous area has a rich array of wildlife, meadows, trails, and only a few miles away from the Battenkill River, a tributary of the Hudson River of New York. Once inside you’ll find a small kitchen and dining area complete with a wood burning stove for those cool Vermont nights. The sleeping area offers four generously-sized bunks, a loft area, and a queen futon. Enjoy the peace of nature with a cup of coffee on the porch, but don’t forget to cap off the night with smores around the fire pit! Access to Vermont’s Long Trail System is nearby, with its 272 mile footpath and 166miles of side trails. This offers endless hiking opportunities for the day-hiker, weekend overnighter and extended backpacker. The Long Trail follows the main ridge of the Green Mountains from the Massachusetts-Vermont state line to the Canadian border, crossing Vermont’s highest peaks. As for the daily adventures, take a drive to surrounding ski resorts, including Bromley Mountain being just 15 miles from the property, where you can enjoy various activities year-round. Take a 10 minute drive to visit Mount Equinox Skyline drive where you’ll take in incredible views. Just past Mount Equinox is The Village of Manchester, which is home to the famed Equinox Resort and Spa. In Manchester, guests can enjoy everything from shopping & dining to outdoor classes for ATV driving and fly fishing!
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$94
 / night
Our Farmhouse... Just another 150 Yards Past it for entering the road to your site.

12. Sunrise Farm

98%
(585)
39mi from Windsor · 10 sites · Tents, RVs, Lodging · East Dover, VT
Voted in the Top 3 in Vermont State by Hip Camp reviews since 2022 6 Sites are on Sunrise Farms 75 acre Conservation land with 50 mile view for Sites 1 and 2. Very quiet area with lots of wildlife and ponds and disc golf. Very quiet with great swimming and lots of hikes right from your sites. 2 of the Brookside Sites (Wishbone Left and Right) are close by (2.7 miles) where we have another 1/2 mile of river frontage and can handle bigger groups as Conservation land on Sunrise Farm only allows 4 campers per site. Sunrise Farm Sites 1 and 2 have oodles of space and Spectacular 50 mile views of Mount Monadnock with no house lights out there in the evening except the party string lights we provide. Site 1 (with entrance 70 yards south of the farmhouse) is best for camping in with up to 20 foot trailers or multiple tents …on the large flat spaces in the 25 acre field to choose from. Great Well water available near farmhouse. Biodegradable soaps Only if used in the ponds. Double Olympic sized Swim Pond we stock with Rainbow Trout to keep clear. We have been advised Not to allow imported firewood (can import Wood Beetle dangerous for our forest). - PLEASE use the Firewood bundle tubs we provide ($12.50) - pick up at the farmhouse or pull wood from the woods (and make it safer for use). Beautiful and plenty of wildlife nearby... as well as Outhouses are marked on Map we provide with solar lights marking them at night. Do Not Leave food out when camping or away from site. Bears are rarely seen but it is wild country. Sites have locking garbage lids. Unique and lovely as well as being next to trails and roads to miles of remote spots with very few if any ... people. In Winter we request only AWD vehicles go down to this site or park up by farmhouse and hike in so you can easily get out. When wet park up by the road if you have 2 wheel drive. Always WISE to arrive When LIGHT out as we do not live at the site and are not able to show guests to their sites as a result.
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$35
 / night
Tiny House, Horse Trailer, S Tent

13. Tiny House, Horse Trailer, S Tent

99%
(97)
41mi from Windsor · 5 sites · Lodging · Bennington, NH
Choose from a variety of unique accommodations situated on the Contoocook River and Powder Mill Pond in Southern NH at our 27 acre Rustic Chic Retreat. Find some info and links of several of the sites located on the property. Be it swimming, kayaking, boating, sunning, hiking, biking, or fishing; spectacular fall foliage, and bird watching or winter sports like skiing, boarding, ice skating, snowmobiling, and snowshoeing,....take time out to enjoy what nature has to offer to the fullest, right here in your new backyard. Explore nature’s wonderland; starting with 27 acres of woods and waterfront beauty on Powder Mill Pond and the Contoocook River. During the warmer weather, you can hop in one of the kayaks, canoes, and paddle boats, (on-site for a small rental fee), sunbathe on the refreshing 30 ft. lily pad, or simply relax in the swing or hammock looking out over Mount Monadnock. During the winter, cross country ski, ice skate or fish or strap-on a pair of the complimentary snowshoes ...while year round, enjoy sharing s’mores and stories by the fire pit! You can also explore several other accomodations listed on Airbnb if you do not find what you are looking for here.
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$135
 / night
Vermont Homestead

15. Vermont Homestead

100%
(4)
15mi from Windsor · 3 sites · Lodging · Chester, VT
This off-the-grid homestead sits on a quiet dirt road just outside the quaint village of Chester. Spread across 28 acres, the property features streams and trails to explore. The 8' x 14' Studio, complete with an accessible entry ramp, offers an elevated porch overlooking the garden, Adirondack chairs, an outdoor kitchen with table, grill and two-burner camp stove as well as a fire pit. Guests also have access to an accessible bathroom with a clawfoot tub located in the main house, about 250 feet from the Studio. An outdoor shower attached to the main house is also available. A wood-fired barrel sauna can be reserved for an additional charge. Frank, Julie, and their a very chill black Lab, Skye (who roams off-leash) welcome all visitors, from local to international, LGBTQ+, and those of all abilities. Chester itself offers a small grocery store, convenience store, a great coffee/sandwich shop, wine store, and several restaurants. Hiking trails are available both on the property and in the village, while Okemo Mountain, Mount Ascutney, and Lowell Lake State Park are just 20 minutes away. Manchester and Killington are approximately 45 minutes from the property.
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$80
 / night
Primitive Clothing Optional Camping

17. Primitive Clothing Optional Camping

100%
(10)
21mi from Windsor · 18 sites · Tents, RVs, Lodging · Grafton, NH
Private, remote, offgrid, primitive campground resort for voluntaryists, ethical anarchists, and body freedom naturists (nudists) Book a site here to visit and we will host full moon gatherings to build the society we want to opt-in to, please bring a friend to guarantee your ability to constantly socialize, we are usually adults only but if you are 100% responsible parents we welcome families when not adults only Our Shared Goals - Fostering a safe, welcoming environment with clear rules towards encouraging visitors to socialize with maximum mixtures of peace, love, and liberty! A mixed venue suitable for all naturism lovers and their families Oct. 3-6 "Homecoming" Family Friendly full moon gathering, this time is caregivers, dependents, and their families only, so no other adults unless invited with a family Nov. 1-6 "Patriarchy" full moon gathering, ADULTS ONLY allowed to attend for this spicy topical event This is currently a "minimalist" camping experience at a working homestead welcoming those with a strong work ethic to visit for longer periods as our main focus is to Get Shit Done, improve the resort, build out hiking trails, etc If you pack it in, please pack it out! There is a solar powered extension cord outlet to charge or power small devices as sun allows and we have a composting pit toilet with small changing tent over it for privacy, please use ash from bucket to cover your poop, BYO-TP. Plenty of firewood from the woods to burn if wind is low or nonexistent. Dispersed camping is anywhere in the forest, hike in from the parking areas but please don't get lost! We can show you a few spots to choose from when you arrive based on your wants. We can accommodate large parties of campers. Nudity is allowed anywhere on site from the creek to the parking lot and surrounding forests but not directly on our shared driveway before warning signs or close to neighbors yards Neighbors have an animal sanctuary so you may hear roosters, horses, etc. when they're hungry Please call if you have any questions or concerns about your visit here - 406-249-7704
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$18
 / night
Big porch with plenty of space for you and your friends to grill out and have a grand ole time and stuff.

18. Waterfalls Wild And Free

100%
(94)
33mi from Windsor · 3 sites · Lodging · Hill, NH
My property is owned by a living legend , in his own mind... ;) This is the only privately owned property that will ever have amazing views and sounds of Profile Falls. Hystory surrounds this property from the old town that was moved to higher grounds over 100 years ago. Amazing peaceful, tranquil, unforgettable.... Sleep to the sounds of a beautiful amazing waterfalls , swim in this one of a kind amazing swimming spot. Relax in tranquility in this 40 foot luxury camper, spacious double decks with chairs and loungers, two push outs, full size appliances, full bath with hot water, full kitchen, master bedroom with king size bed, day bed in living room, beautiful stone fire pit, gas bbq as well. You will enjoy peaceful bliss in complete privacy. Two miles to town and shopping, 3 miles from beautiful Newfound Lake. Miles of nature walks out your front doors.for mor details 603 344 7247
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$145
 / night
Tiny Cabin on Wheels

19. Camping Cabins

88%
(8)
33mi from Windsor · 3 sites · Lodging · Randolph Center, VT
Welcome. Our home location has served as a cornerstone in the East Valley since 1857 by servicing as a General Store and gathering place for our beloved community. The building on site is also the home to Middle Branch Collaborative, a non-profit corporation, that is dedicated to enriching our community by creating a place we can gather and nourish each other through food, education and support. Being a place where community is more important that profit and we can cultivate self-sufficiency on every level. Just steps away from the cabins Middle Branch Collaborative will have coffee and breakfast sandwiches available for purchase as well as muffin, baked good, grab and go salads, sandwiches and dinners. We can also coordinate food orders, forging or harvesting experiences. The cabins are nestled in the middle of an Unconventional Homestead Project, adding to the uniqueness of your stay. While these cabins are technically located in a parking lot you will soon see its anything but a conventional one. Within the fenced in area, you will find rabbits, goats and chickens a series of raised gardens and some permaculture projects. We are situated on the second branch of the White River with river access it's a great spot to swim and play or wash up. We look forward to meeting you and having you enjoy our unique space as much as we do.
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$32
 / night
Spacious Skies Seven Maples Campground

20. Spacious Skies Seven Maples Campground

94%
(16)
40mi from Windsor · 64 sites · Tents, RVs, Lodging · Hancock, NH
Escape to Spacious Skies Seven Maples, your ultimate New Hampshire outdoor adventure destination! Nestled in the picturesque Monadnock region, our campground offers a perfect blend of thrilling activities and cozy relaxation. Explore hiking trails, go fishing or boating, then unwind by your campfire or take a dip in our heated pool with waterslides. Choose your ideal stay with our variety of RV sites or charming cabins. Minutes from quaint towns and major attractions, Spacious Skies Seven Maples is where endless family fun meets the beauty of New England. Ready to start your adventure? Learn more below! Picture yourself surrounded by the lush New Hampshire landscape – the scent of pine in the air, the gentle call of birds, and the promise of endless outdoor adventures. At Spacious Skies Seven Maples, we offer all this and more! Our spacious RV sites and cozy cabins provide the perfect home base for a getaway filled with hiking, fishing, kayaking, and exploring nearby towns. Whether you crave a fully-equipped RV experience or the simple charm of a cabin stay, we have the ideal accommodations for you. Don’t miss out on our fantastic amenities! Cool off in our heated pool with thrilling waterslides, or relax in the spa. Kids will love our recreation hall, and you’ll appreciate the convenience of our fully-stocked camp store. With so much to offer, Spacious Skies Seven Maples delivers the family vacation you’ve been dreaming of. Ready to make those vacation dreams a reality? Don’t wait! Our sites fill up quickly, especially during peak seasons. Secure your spot at Spacious Skies Seven Maples and start counting down the days to your unforgettable New Hampshire adventure. Book your reservation today!
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$71
 / night

Windsor packs over 300 glamping spots, each designed for travelers who want comfort with their outdoors. Expect everything from safari tents perched on hillsides to cabins tucked beside trout streams. Nightly prices average $125, but you’ll find solid options at $30 if you book ahead. The best-rated sites—like Grateful Acres Vermont (283 reviews), Green Mountain Getaway (261 reviews), and Quarry Brook (257 reviews)—draw regulars who rave about fast wifi, reliable hot-tubs, and pet-friendly rules. You’ll wake up close to hiking trails, swimming holes, and horseback-riding routes that wind through the valley. Bring sturdy shoes, your favorite trail snacks, and a camera—the best views are just a short walk from your tent flap.

98% (4.4K)

Top-rated campgrounds

Know Town

2. Know Town

99%
(72)
24mi from Windsor · 3 sites · Tents, RVs, Lodging · Stockbridge, VT
A quiet, beautiful private setting with brook side camping, a large field or in the woods. Located three miles up on Stoney Brook road with a beautiful stretch of the brook passing through the property. Stoney Brook feeds into the White River, which has multiple amazing swimming and fishing holes, and is great for kayaking, canoeing, and tubing. On site activities include fishing, swimming, hiking, and skiing. Situated close to Killington, Woodstock and various local points of interest. Know Town welcomes well mannered pets (2 per site). We are 420 friendly and geared towards hosting those interested in arts, music, meditation, and ecology. We are currently building a Geodesic dome that will be available to rent soon. However it is currently a bit of a construction site, so pardon the appearance. Also, it should be noted that there is currently no Wi-Fi or cell service. Please be aware that Vermont prohibits out-of-state Firewood. In the future we hope to have firewood for sale, until then firewood can be purchased locally. There is also plenty of dead wood on our property to scavenge.
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$40
 / night
Riverside Retreat and Tiny Cabin

3. Riverside Retreat and Tiny Cabin

100%
(43)
43mi from Windsor · 5 sites · Tents, RVs, Lodging · Poultney, VT
Refreshing riverside retreat with tent sites, RV/camper parking, and tiny house cabin on over 5 acres, featuring sunny meadows, veggie garden plot, 4-wheeler paths, and seasonal direct access to snowmobile trails. The property is perfectly nestled near the Green Mountains and the White Mountains, with a swimming hole and river fishing available right in the backyard. Bike trails, walking trails and stunning motorcycle routes are all at your fingertips from the property. Village amenities, such as groceries, bike shops, convenience stores, cafes, restaurants, and laundromat are all in walking distance (about 1 mile or less). Lake St. Catherine State Park (hot showers here) and Lake Bomoseen and others are close by for fun park activities. Visit a local winery (Whaleback Vineyard), see how maple syrup is made (Thrall Road Maple), shop the neighboring farm stands for local eggs, produce and baked goods. Close regional access to hunting, skiing, snowboarding. Leaf peeping season is here at the riverside retreat! The leaves are turning such lovely colors around here right now. Blackberries and fiddleheads on the property! In the fall, feel free to collect crab apples from our 100+ year old former orchard. *When in season. New additions: 6-seater triple hammock stand with built in picnic table. Fire pits and hammocks now at all sites! Tent sites can accommodate multiple tents, for group camping. Multiple fields available for yard games. Can accommodate parties and celebrations. 10’x10’ or 10’x20’ pop up shade tents available to rent upon request (with or without sidewalls). Excellent site for photo shoots, glamping, stargazing, sunbathing, leaf peeping, bachelor/ette parties. Want us to stock a cooler for you? Charcuterie, snacks, meals, beverages, etc. available upon request, customizable to your dietary preferences. Coming with a special guest? We can also provide flowers, sweet treats, custom greeting cards, etc.
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$20
 / night
Streeter Mountain Farm

5. Streeter Mountain Farm

97%
(425)
32mi from Windsor · 46 sites · Tents, RVs, Lodging · NH
Streeter Mountain Farm is a recreation destination and permaculture farm nestled in the White Mountains of New Hampshire. We offer a variety of lodging options ranging in cost from tent camping and shared bunk rooms to private indoor lofts, tiny homes, and school buses. Streeter Mountain is a retreat destination for mountain biking, skiing, and hiking. Our onsite trails feature hand and machine-built features for riders of all skill levels. Under an hour of driving will get you to Mt. Moosilauke on the Appalachian Trail, renowned climbing at the Rumney Crags, and dozens of pristine NH lakes. Back on the farm, our swimming holes, hammocks, and communal fire pit offer peace and community connection after a full day of outdoor adventures. Guests are encouraged to recreate and restore amidst the natural beauty of our rural property, and explore our orchards and vegetable gardens. Quiet hours after 10pm please! 603-786-2366 No sewer hookups. Secluded spots for vehicles require high clearance and dry conditions.
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$15
 / night
Green Mountain Getaway

6. Green Mountain Getaway

99%
(357)
8.2mi from Windsor · 1 site · Lodging · Perkinsville, VT
A former farm now a 150 acre forested retreat. Mt Ascutney, a 3500' monadnock is to the north and view in excess of 60 miles to the south. Phone numbers on the wall of the cabin. The road has gotten quite rough with all the wet weather. 4wd with ground clearance is recommended. Total trip from our house is 320yd if your car is not up to the trip in. Curl up in front of the fire and relax. Marsh Billings farm museum in Woodstock has lots of Vermont Country store is close and Woodstock has unique shopping. Spacious one room camp, bunk bed, dinning table, and chairs. Sweeping view to the South. Swimming pond 5 minute walk. LP burner and some cooking utensils. Wood stove for those chilly nights. No electricity but LED battery lighting. l. Note that we do not charge a cleaning fee like some sites. We appreciate our guest leaving the camp as found. So far so good! Camp has the following: LP 2 burner cook top, pots and pans, dishes, flat ware, some spices and such. Fresh clean water will be at the camp when you arrive. The furnished jugs have been cleaned. If you still wish to bring your own drinking water please do so in reusable jugs. We are trying to limit plastic use. NOTE: Using GPS, Google map, or other device our address may come up as Perkinsville, Ascutney, or even Springfield even though the town is Weathersfield. Check the map and just confirm that Center Grove Rd is shown or called out as off of Weathersfield Center Rd. Firewood for the outside fire pit is available under extras. However if it has rained or raining you may want to bring kindling wood. We now have slab wood for sale if you do not want to rummage for wood in the forest PLEASE BRING YOUR OWN KINDLING WOOD FOR THE STOVE. Chunk wood is furnished for the inside stove. There is a splitting maul, snow shovel, and hatchet Check in and out times are flexible if no one is booked on either side. We have a level 2 EV charger listed under extras. And last but not least if wedding bells are in your future your host is a Justice of the Peace and can perform wedding services!
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$86
 / night
Great nighttime hangout spot at the fire pit under the pines!

7. Quarry Brook

97%
(380)
32mi from Windsor · 4 sites · Tents, Lodging · Putney, VT
It all started on a first date in Boston....Nick had to excuse himself to take a phone call. His cow had fled its pasture. Much to Tara's surprise in that moment, this man she had just met was finishing his engineering degree at Northeastern, but was simultaneously building a homestead in Vermont. Fast forward 7 years, and here we are, building the life we only dreamed of. We yearned for simplicity. Deeper connections to our surroundings and mother nature. A calmer sense of place. The satisfaction that comes from growing food. Creating with our hands. We're a working farm and homestead. Every day at Quarry Brook is a new adventure, and we wouldn’t have it any other way. We’re incredibly excited to share our little corner of southern Vermont and what we’re up to with you!
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from 
$35
 / night
This cabin has everything you need and makes it feel like you've truly escaped.

8. Green Mountain Trails

99%
(325)
28mi from Windsor · 2 sites · Lodging · Pittsfield, VT
Hike or bike 2 miles into a completely secluded cabin on 600 acres with panoramic views of the Green Mountains. You’ll arrive to a cozy cabin that can comfortably sleep 2, or up to 4 if needed, equipped with a potbelly stove and basic cooking equipment.The mountain, once a source of wood for the Stanley Tool factory and a site for bridle trails in the summer and Nordic skiing in the winter, is now best known as a the birthplace of the Spartan Race and host of the infamous Death Races, as well being a popular mountain biking destination called the Green Mountain Trails. The trail system boasts 25 miles of flowy trails for all abilities as well as a stone staircase climbing from the base to the top of the trails at Shrek’s Stone Hut. Awake to an incredible sunrise and panoramic Green Mountain views after a night underneath a starry dome unblemished by city lights. Chilly evenings in the hut are easily tempered by a pot belly stove fed by seasoned wood. A built in bunk accommodates two people, but it’s possible to sleep up to four guests.
Potable water
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from 
$68
 / night
MalloRied Sugarwoods Cabin

10. MalloRied Sugarwoods Cabin

99%
(55)
25mi from Windsor · 1 site · Lodging · Royalton, VT
Nestled into a forest of mature Sugar Maples, this octagon cabin sits on 17 acres of wooded terrain that is about a 1/3 mile on a Private road off from a town road in Royalton, VT. **Driving to the cabin during the winter months is not available!** The property is 5 mins away from necessities, but still quiet, secluded and peaceful as you enjoy nature in a mature hardwood forest that surrounds you during your stay! This property is designated during the spring months for a state of the art maple sugaring operation, as well as a peaceful retreat to “unplug” and enjoy a weekend! There’s Trails to hike nearby, in the woods that surround you, Killington is 30 minutes away, 10 minutes from Silver Lake for canoeing and kayaking and the Barnard General Store. Many options to eat in the area and other events going on throughout the summer and fall months! Or, just find your self getting away from it all to enjoy the quaintness of this rustic cabin. You will find exactly what you will need here to support your glamping adventure! Solar power is set up to power the cabin as well as potable water can be provided onsite for drinking or cleaning the dishes/pots/pans that are also provide within the cabin. There is fire place outside for roasting marshmallows with firewood provided. Or to simply just sit back and enjoy, but feel free to cook your dinner on as well! There is a Full size bed and also two twin beds provided. Linens can be provided but it wouldn’t hurt to bring your sleeping bags just in case! ***During the winter months you will have to hike to the cabin!!*** Don’t be afraid to ask more questions if you are considering booking! This is a super cozy spot to take a night or two to unwind!! Bring your snowshoes, a sled and come enjoy this all this property has to offer!
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from 
$100
 / night
Cozy Mountain Cabin

11. Cozy Mountain Cabin

99%
(146)
45mi from Windsor · 1 site · Lodging · Arlington, VT
This off the grid cozy family owned cabin is located in the town of Sunderland, Vermont. Surrounded by hundreds of acres of national forest, campers can enjoy the sounds of a swift stream flowing nearby, birds chirping in trees, and the rustling of leaves and branches in the breeze. This mountainous area has a rich array of wildlife, meadows, trails, and only a few miles away from the Battenkill River, a tributary of the Hudson River of New York. Once inside you’ll find a small kitchen and dining area complete with a wood burning stove for those cool Vermont nights. The sleeping area offers four generously-sized bunks, a loft area, and a queen futon. Enjoy the peace of nature with a cup of coffee on the porch, but don’t forget to cap off the night with smores around the fire pit! Access to Vermont’s Long Trail System is nearby, with its 272 mile footpath and 166miles of side trails. This offers endless hiking opportunities for the day-hiker, weekend overnighter and extended backpacker. The Long Trail follows the main ridge of the Green Mountains from the Massachusetts-Vermont state line to the Canadian border, crossing Vermont’s highest peaks. As for the daily adventures, take a drive to surrounding ski resorts, including Bromley Mountain being just 15 miles from the property, where you can enjoy various activities year-round. Take a 10 minute drive to visit Mount Equinox Skyline drive where you’ll take in incredible views. Just past Mount Equinox is The Village of Manchester, which is home to the famed Equinox Resort and Spa. In Manchester, guests can enjoy everything from shopping & dining to outdoor classes for ATV driving and fly fishing!
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$94
 / night
Our Farmhouse... Just another 150 Yards Past it for entering the road to your site.

12. Sunrise Farm

98%
(585)
39mi from Windsor · 10 sites · Tents, RVs, Lodging · East Dover, VT
Voted in the Top 3 in Vermont State by Hip Camp reviews since 2022 6 Sites are on Sunrise Farms 75 acre Conservation land with 50 mile view for Sites 1 and 2. Very quiet area with lots of wildlife and ponds and disc golf. Very quiet with great swimming and lots of hikes right from your sites. 2 of the Brookside Sites (Wishbone Left and Right) are close by (2.7 miles) where we have another 1/2 mile of river frontage and can handle bigger groups as Conservation land on Sunrise Farm only allows 4 campers per site. Sunrise Farm Sites 1 and 2 have oodles of space and Spectacular 50 mile views of Mount Monadnock with no house lights out there in the evening except the party string lights we provide. Site 1 (with entrance 70 yards south of the farmhouse) is best for camping in with up to 20 foot trailers or multiple tents …on the large flat spaces in the 25 acre field to choose from. Great Well water available near farmhouse. Biodegradable soaps Only if used in the ponds. Double Olympic sized Swim Pond we stock with Rainbow Trout to keep clear. We have been advised Not to allow imported firewood (can import Wood Beetle dangerous for our forest). - PLEASE use the Firewood bundle tubs we provide ($12.50) - pick up at the farmhouse or pull wood from the woods (and make it safer for use). Beautiful and plenty of wildlife nearby... as well as Outhouses are marked on Map we provide with solar lights marking them at night. Do Not Leave food out when camping or away from site. Bears are rarely seen but it is wild country. Sites have locking garbage lids. Unique and lovely as well as being next to trails and roads to miles of remote spots with very few if any ... people. In Winter we request only AWD vehicles go down to this site or park up by farmhouse and hike in so you can easily get out. When wet park up by the road if you have 2 wheel drive. Always WISE to arrive When LIGHT out as we do not live at the site and are not able to show guests to their sites as a result.
Pets
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from 
$35
 / night
Tiny House, Horse Trailer, S Tent

13. Tiny House, Horse Trailer, S Tent

99%
(97)
41mi from Windsor · 5 sites · Lodging · Bennington, NH
Choose from a variety of unique accommodations situated on the Contoocook River and Powder Mill Pond in Southern NH at our 27 acre Rustic Chic Retreat. Find some info and links of several of the sites located on the property. Be it swimming, kayaking, boating, sunning, hiking, biking, or fishing; spectacular fall foliage, and bird watching or winter sports like skiing, boarding, ice skating, snowmobiling, and snowshoeing,....take time out to enjoy what nature has to offer to the fullest, right here in your new backyard. Explore nature’s wonderland; starting with 27 acres of woods and waterfront beauty on Powder Mill Pond and the Contoocook River. During the warmer weather, you can hop in one of the kayaks, canoes, and paddle boats, (on-site for a small rental fee), sunbathe on the refreshing 30 ft. lily pad, or simply relax in the swing or hammock looking out over Mount Monadnock. During the winter, cross country ski, ice skate or fish or strap-on a pair of the complimentary snowshoes ...while year round, enjoy sharing s’mores and stories by the fire pit! You can also explore several other accomodations listed on Airbnb if you do not find what you are looking for here.
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$135
 / night
Vermont Homestead

15. Vermont Homestead

100%
(4)
15mi from Windsor · 3 sites · Lodging · Chester, VT
This off-the-grid homestead sits on a quiet dirt road just outside the quaint village of Chester. Spread across 28 acres, the property features streams and trails to explore. The 8' x 14' Studio, complete with an accessible entry ramp, offers an elevated porch overlooking the garden, Adirondack chairs, an outdoor kitchen with table, grill and two-burner camp stove as well as a fire pit. Guests also have access to an accessible bathroom with a clawfoot tub located in the main house, about 250 feet from the Studio. An outdoor shower attached to the main house is also available. A wood-fired barrel sauna can be reserved for an additional charge. Frank, Julie, and their a very chill black Lab, Skye (who roams off-leash) welcome all visitors, from local to international, LGBTQ+, and those of all abilities. Chester itself offers a small grocery store, convenience store, a great coffee/sandwich shop, wine store, and several restaurants. Hiking trails are available both on the property and in the village, while Okemo Mountain, Mount Ascutney, and Lowell Lake State Park are just 20 minutes away. Manchester and Killington are approximately 45 minutes from the property.
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from 
$80
 / night
Primitive Clothing Optional Camping

17. Primitive Clothing Optional Camping

100%
(10)
21mi from Windsor · 18 sites · Tents, RVs, Lodging · Grafton, NH
Private, remote, offgrid, primitive campground resort for voluntaryists, ethical anarchists, and body freedom naturists (nudists) Book a site here to visit and we will host full moon gatherings to build the society we want to opt-in to, please bring a friend to guarantee your ability to constantly socialize, we are usually adults only but if you are 100% responsible parents we welcome families when not adults only Our Shared Goals - Fostering a safe, welcoming environment with clear rules towards encouraging visitors to socialize with maximum mixtures of peace, love, and liberty! A mixed venue suitable for all naturism lovers and their families Oct. 3-6 "Homecoming" Family Friendly full moon gathering, this time is caregivers, dependents, and their families only, so no other adults unless invited with a family Nov. 1-6 "Patriarchy" full moon gathering, ADULTS ONLY allowed to attend for this spicy topical event This is currently a "minimalist" camping experience at a working homestead welcoming those with a strong work ethic to visit for longer periods as our main focus is to Get Shit Done, improve the resort, build out hiking trails, etc If you pack it in, please pack it out! There is a solar powered extension cord outlet to charge or power small devices as sun allows and we have a composting pit toilet with small changing tent over it for privacy, please use ash from bucket to cover your poop, BYO-TP. Plenty of firewood from the woods to burn if wind is low or nonexistent. Dispersed camping is anywhere in the forest, hike in from the parking areas but please don't get lost! We can show you a few spots to choose from when you arrive based on your wants. We can accommodate large parties of campers. Nudity is allowed anywhere on site from the creek to the parking lot and surrounding forests but not directly on our shared driveway before warning signs or close to neighbors yards Neighbors have an animal sanctuary so you may hear roosters, horses, etc. when they're hungry Please call if you have any questions or concerns about your visit here - 406-249-7704
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$18
 / night
Big porch with plenty of space for you and your friends to grill out and have a grand ole time and stuff.

18. Waterfalls Wild And Free

100%
(94)
33mi from Windsor · 3 sites · Lodging · Hill, NH
My property is owned by a living legend , in his own mind... ;) This is the only privately owned property that will ever have amazing views and sounds of Profile Falls. Hystory surrounds this property from the old town that was moved to higher grounds over 100 years ago. Amazing peaceful, tranquil, unforgettable.... Sleep to the sounds of a beautiful amazing waterfalls , swim in this one of a kind amazing swimming spot. Relax in tranquility in this 40 foot luxury camper, spacious double decks with chairs and loungers, two push outs, full size appliances, full bath with hot water, full kitchen, master bedroom with king size bed, day bed in living room, beautiful stone fire pit, gas bbq as well. You will enjoy peaceful bliss in complete privacy. Two miles to town and shopping, 3 miles from beautiful Newfound Lake. Miles of nature walks out your front doors.for mor details 603 344 7247
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$145
 / night
Tiny Cabin on Wheels

19. Camping Cabins

88%
(8)
33mi from Windsor · 3 sites · Lodging · Randolph Center, VT
Welcome. Our home location has served as a cornerstone in the East Valley since 1857 by servicing as a General Store and gathering place for our beloved community. The building on site is also the home to Middle Branch Collaborative, a non-profit corporation, that is dedicated to enriching our community by creating a place we can gather and nourish each other through food, education and support. Being a place where community is more important that profit and we can cultivate self-sufficiency on every level. Just steps away from the cabins Middle Branch Collaborative will have coffee and breakfast sandwiches available for purchase as well as muffin, baked good, grab and go salads, sandwiches and dinners. We can also coordinate food orders, forging or harvesting experiences. The cabins are nestled in the middle of an Unconventional Homestead Project, adding to the uniqueness of your stay. While these cabins are technically located in a parking lot you will soon see its anything but a conventional one. Within the fenced in area, you will find rabbits, goats and chickens a series of raised gardens and some permaculture projects. We are situated on the second branch of the White River with river access it's a great spot to swim and play or wash up. We look forward to meeting you and having you enjoy our unique space as much as we do.
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from 
$32
 / night
Spacious Skies Seven Maples Campground

20. Spacious Skies Seven Maples Campground

94%
(16)
40mi from Windsor · 64 sites · Tents, RVs, Lodging · Hancock, NH
Escape to Spacious Skies Seven Maples, your ultimate New Hampshire outdoor adventure destination! Nestled in the picturesque Monadnock region, our campground offers a perfect blend of thrilling activities and cozy relaxation. Explore hiking trails, go fishing or boating, then unwind by your campfire or take a dip in our heated pool with waterslides. Choose your ideal stay with our variety of RV sites or charming cabins. Minutes from quaint towns and major attractions, Spacious Skies Seven Maples is where endless family fun meets the beauty of New England. Ready to start your adventure? Learn more below! Picture yourself surrounded by the lush New Hampshire landscape – the scent of pine in the air, the gentle call of birds, and the promise of endless outdoor adventures. At Spacious Skies Seven Maples, we offer all this and more! Our spacious RV sites and cozy cabins provide the perfect home base for a getaway filled with hiking, fishing, kayaking, and exploring nearby towns. Whether you crave a fully-equipped RV experience or the simple charm of a cabin stay, we have the ideal accommodations for you. Don’t miss out on our fantastic amenities! Cool off in our heated pool with thrilling waterslides, or relax in the spa. Kids will love our recreation hall, and you’ll appreciate the convenience of our fully-stocked camp store. With so much to offer, Spacious Skies Seven Maples delivers the family vacation you’ve been dreaming of. Ready to make those vacation dreams a reality? Don’t wait! Our sites fill up quickly, especially during peak seasons. Secure your spot at Spacious Skies Seven Maples and start counting down the days to your unforgettable New Hampshire adventure. Book your reservation today!
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from 
$71
 / night

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